A clear turquoise sea, a small island with dense green foliage, and a clear blue sky.

Hotels with an Outdoor Pool in Portland from $99

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Portland Hotels with an Outdoor Pool

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Our top choices for Portland hotels with an outdoor pool

A pool area with lounge chairs and umbrellas, surrounded by tropical vegetation and overlooking a body of water.

1. Pimento Lodge

Pimento Lodge
3.5 star property
Long Bay
9.2 out of 10, Wonderful, (39 reviews)
Pimento Lodge

2. Rio Vista Resort

Rio Vista Resort
2.5 star property
Port Antonio
6.8 out of 10, (15 reviews)
Rio Vista Resort
A person in a blue swimsuit sitting by a pool with a view of the ocean and a rocky cliff.

3. Great Huts

Great Huts
3.0 star property
Port Antonio
9.0 out of 10, Wonderful, (233 reviews)
  • cleanliness
    Private beach paradise offers 2 outdoor pools, sun loungers, and access to natural aquatic wonders at this art deco resort.
$106 nightly
The price is $123
Sep 21 - Sep 22
Total with taxes and fees
Great Huts

4. San San Tropez

San San Tropez
3.0 star property
Port Antonio
7.4 out of 10, Good, (30 reviews)
San San Tropez
A large, white, colonial-style hotel with multiple buildings, surrounded by lush greenery and hills.

5. Jamaica Palace Hotel

Jamaica Palace Hotel
3.5 star property
Port Antonio
8.2 out of 10, Very Good, (349 reviews)
$138 nightly
The price is $153
Aug 24 - Aug 25
Total with taxes and fees
Jamaica Palace Hotel
A lush, green island surrounded by clear turquoise waters.

6. Goblin Hill Villas at San San

Goblin Hill Villas at San San
3.0 star property
Port Antonio
8.4 out of 10, Very Good, (136 reviews)
Goblin Hill Villas at San San
A pool area with a view of the ocean, surrounded by greenery and a white fence.

7. All Nations Guesthouse

All Nations Guesthouse
3.0 star property
Port Antonio
8.8 out of 10, Excellent, (152 reviews)
  • cleanliness
    Serene outdoor pool paradise offers both adult and children's pools where relaxation flows alongside adventure.
$85 nightly
The price is $99
Aug 24 - Aug 25
Total with taxes and fees
All Nations Guesthouse
A group of people dining outdoors on a wooden deck with a solar panel in the background.

8. Bay View Eco Resort & Spa

Bay View Eco Resort & Spa
3.0 star property
Port Antonio
7.8 out of 10, Good, (103 reviews)
  • cleanliness
    Serene resort features oceanfront pools, spa amenities, and pristine lounging areas for coastal escapes.
$155 nightly
The price is $170
Aug 24 - Aug 25
Total with taxes and fees
Bay View Eco Resort & Spa
A pool with lounge chairs, surrounded by lush greenery and a view of the ocean.

9. Cocosan Villa

Cocosan Villa
4.0 star property
Port Antonio
Cocosan Villa
A wooden deck with a clear view of a tropical beach and lush greenery.

10. Geejam

Geejam
4.5 star property
Port Antonio
9.4 out of 10, Exceptional, (94 reviews)
$337 nightly
The price is $370
Aug 30 - Aug 31
Total with taxes and fees
Geejam
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Goblin Hill Villas at San San

Goblin Hill Villas at San San

10/10 Excellent
"Amazing stay , beautiful property large villas . Quiet and peaceful"
Jeffrey 3-night trip
Posted 11 hours ago
Goblin Hill Villas at San San

Explore a world of travel with Expedia